7 research outputs found

    One-Pot Synthesis of Difluoromethyl Thioethers from Thiourea and Diethyl Bromodifluoromethylphosphonate

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    A straightforward one-pot synthesis of difluoromethyl thioethers from thiourea and diethyl bromodifluoromethylphosphonate has been developed. Thiourea is a cheap and friendly sulfur reagent, while diethyl bromodifluoromethylphosphonate is a low-cost and stable difluorocarbene precursor. The strategy enabled the introduction of SCF<sub>2</sub>H moieties into indoles, pyrroles, and activated arenes and formed a number of difluoromethyl thioethers

    Metal-Free Electrophilic Trifluoroethylthiolation with NaSO<sub>2</sub>CH<sub>2</sub>CF<sub>3</sub>

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    Metal-free trifluoroethylthiolation with fluorinated sulfinate salt NaSO<sub>2</sub>CH<sub>2</sub>CF<sub>3</sub> under reductive conditions has been developed. The strategy enables the installation of the SCH<sub>2</sub>CF<sub>3</sub> moiety efficiently to form a number of unexplored stable trifluoroethylthiolated heterocycles, arenes, and thiols, which have the potential to be a new series of fluorine-containing chemical entities for medicinal chemists

    Metal-Free Electrophilic Trifluoroethylthiolation with NaSO<sub>2</sub>CH<sub>2</sub>CF<sub>3</sub>

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    Metal-free trifluoroethylthiolation with fluorinated sulfinate salt NaSO<sub>2</sub>CH<sub>2</sub>CF<sub>3</sub> under reductive conditions has been developed. The strategy enables the installation of the SCH<sub>2</sub>CF<sub>3</sub> moiety efficiently to form a number of unexplored stable trifluoroethylthiolated heterocycles, arenes, and thiols, which have the potential to be a new series of fluorine-containing chemical entities for medicinal chemists

    One-Pot Reactions for Modular Synthesis of Polysubstituted and Fused Pyridines

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    A 2-fluoro-1,3-dicarbonyl-initiated one-pot Michael addition/[5 + 1] annulation/dehydrofluorinative aromatization reaction sequence is introduced for regioselective synthesis of di-, tri-, tetra-, and pentasubstituted pyridines as well as fused pyridines. This simple and modular synthesis is performed using readily available starting materials and under transition-metal catalyst-free conditions

    One-Pot Synthesis of 3,5-Disubstituted and Polysubstituted Phenols from Acyclic Precursors

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    A new strategy for the synthesis of 3,5-disubstituted phenols is established through one-pot Robinson annulation of α,β-unsaturated ketones with α-fluoro-β-ketoesters followed by in situ dehydrofluorination and tautomerization. This method has been extended to the synthesis of polysubstituted phenols and applied in the preparation of biologically active compounds

    One-Pot Synthesis of 3,5-Disubstituted and Polysubstituted Phenols from Acyclic Precursors

    No full text
    A new strategy for the synthesis of 3,5-disubstituted phenols is established through one-pot Robinson annulation of α,β-unsaturated ketones with α-fluoro-β-ketoesters followed by in situ dehydrofluorination and tautomerization. This method has been extended to the synthesis of polysubstituted phenols and applied in the preparation of biologically active compounds

    Annealing-Induced Heterogeneous Crystallization of Topologically Confined SPEEK Thin Films

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    Pt-supported SPEEK (sulfonated poly(ether ether ketone)) thin films, mimicking the ionomer–electrode interface in polymer electrolyte fuel cells (PEFCs), were synthesized with thicknesses from 12 to 105 nm. Their glass transition temperature (Tg) was analyzed via in situ thermal ellipsometry, revealing a thickness-dependent decrease in Tg, indicative of confinement effects. Particularly, a 30 nm film, typical of practical ionomer films, exhibited surface crystallization preceding that at the buried interface, a phenomenon linked to higher mobility at the free surface, as confirmed by grazing incidence wide-angle X-ray scattering (GIWAXS) at both subcritical (0.09°) and supercritical (0.14°) angles. This study elucidates the dynamic interplay between the high-mobility-free surface and the interaction-intensive buried interface in confined SPEEK thin films. It was observed that below 30 nm thickness, interfacial interactions become the primary factor influencing transition temperature. Additionally, spatially heterogeneous crystallization, more pronounced in the out-of-plane direction, correlates with reduced proton conduction, underscoring the impact of membrane electrolyte assembly (MEA) hot-pressing on the functional properties of Nafion alternatives
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